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Boron trichloride solution

1.0 M in heptane

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Synonym(s):
Boron chloride, Trichloroborane
Empirical Formula (Hill Notation):
BCl3
CAS Number:
Molecular Weight:
117.17
MDL number:
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

reaction suitability

core: boron
reagent type: Lewis acid
reagent type: catalyst

concentration

1.0 M in heptane

density

0.74 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

ClB(Cl)Cl

InChI

1S/BCl3/c2-1(3)4

InChI key

FAQYAMRNWDIXMY-UHFFFAOYSA-N

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This Item
345458178934359963
reaction suitability

core: boron, reagent type: Lewis acid, reagent type: catalyst

reaction suitability

core: boron, reagent type: Lewis acid, reagent type: catalyst

reaction suitability

core: boron, reagent type: Lewis acid, reagent type: catalyst

reaction suitability

core: boron, reagent type: Lewis acid, reagent type: catalyst

density

0.74 g/mL at 25 °C

density

0.901 g/mL at 25 °C

density

1.326 g/mL at 25 °C

density

1.636 g/mL at 25 °C (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

concentration

1.0 M in heptane

concentration

1.0 M in p-xylene

concentration

1.0 M in methylene chloride

concentration

-

Application

  • Boron trichloride, a Lewis acid, is a general reagent for the cleavage of a wide range of ether and acetal protecting groups.
  • It is a useful reagent to directly convert aromatic aldehydes to the corresponding gem-dichlorides.
  • It can also be used in the transmetallation reaction with less nucleophilic reagents such as tin and zirconium organometallic compounds to synthesize a variety of organoboranes.

For preparing methyl esters of fatty acids and for transesterification of triglycerides.

Packaging

The 25 mL Sure/Seal bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Inhalation - Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 1B - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

35.6 °F - closed cup

Flash Point(C)

2 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Migration of 1-alkenyl groups from zirconium to boron compounds.
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Organometallics, 10(10), 3777-3781 (1991)
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Boron Trichloride
Miyaura N, et al.
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Conversion of aromatic aldehydes to gem-dichlorides using boron trichloride. A new highly efficient method for preparing dichloroarylmethanes.
Kabalka G W and Wu Z
Tetrahedron Letters, 41(5), 579-581 (2000)
George W Kabalka et al.
The Journal of organic chemistry, 73(7), 2668-2673 (2008-03-06)
A boron trihalide mediated alkyne-aldehyde coupling reaction leading to stereodefined 1,3,5-triaryl-1,5-dihalo-1,4-pentadienes is described. The study led to the discovery of a direct substitution of hydroxyl groups by stereodefined alkenyl moieties using alkenylboron dihalides. During the investigation, it was also discovered

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